Record Information |
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Version |
1.0 |
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Update Date |
1/22/2018 11:54:54 AM |
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Metabolite ID | PAMDB120292 |
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Identification |
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Name: |
thiocysteine |
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Description: | An S-substituted L-cysteine where the S-substituent is specified as sulfanyl. |
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Structure |
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Synonyms: | - (R)-2-amino-3-disulfanylpropanoic acid
- 2-amino-3-disulfanylpropanoic acid
- 2-amino-3-hydrodisulfidopropanoic acid
- 2-amino-3-hydropersulfidopropanoic acid
- 2-amino-3-persulfhydrylpropanoic acid
- 3-(thiosulfeno)-alanine
- cysteine persulfide
- cysteine perthiol
- S-sulfanylcysteine
- Thiocysteine
- thiocysteine
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Chemical Formula: |
C3H7NO2S2 |
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Average Molecular Weight: |
153.214 |
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Monoisotopic Molecular
Weight: |
153.99965 |
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InChI Key: |
XBKONSCREBSMCS-REOHCLBHSA-N |
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InChI: | InChI=1S/C3H7NO2S2/c4-2(1-8-7)3(5)6/h2,7H,1,4H2,(H,5,6)/t2-/m0/s1 |
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CAS
number: |
5652-32-4 |
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IUPAC Name: | 3-disulfanyl-L-alanine |
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Traditional IUPAC Name: |
(2S)-2-amino-3-disulfanylpropanoic acid |
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SMILES: | C(SS)C(C([O-])=O)[N+] |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities known as cysteine and derivatives. These are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom |
Chemical entities |
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Super Class | Organic compounds |
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Class |
Organic acids and derivatives |
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Sub Class | Carboxylic acids and derivatives |
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Direct Parent |
Cysteine and derivatives |
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Alternative Parents |
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Substituents |
- Cysteine or derivatives
- Alpha-amino acid
- D-alpha-amino acid
- Amino acid
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Sulfenyl compound
- Organic nitrogen compound
- Hydrocarbon derivative
- Organic oxide
- Primary amine
- Organosulfur compound
- Organooxygen compound
- Organonitrogen compound
- Organopnictogen compound
- Primary aliphatic amine
- Organic oxygen compound
- Carbonyl group
- Amine
- Aliphatic acyclic compound
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Molecular Framework |
Aliphatic acyclic compounds |
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External Descriptors |
Not Available |
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Physical Properties |
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State: |
Solid |
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Charge: | 0 |
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Melting point: |
Not Available |
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Experimental Properties: |
Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | -1.917 | Not Available |
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Predicted Properties |
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Biological Properties |
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Cellular Locations: |
Not Available |
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Reactions: | |
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Pathways: |
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Spectra |
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Spectra: |
Not Available |
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References |
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References: |
- Ollagnier-de-Choudens S, Lascoux D, Loiseau L, Barras F, Forest E, Fontecave M (2003)Mechanistic studies of the SufS-SufE cysteine desulfurase: evidence for sulfur transfer from SufS to SufE. FEBS letters 555, Pubmed: 14644425
- Mihara H, Esaki N (2002)Bacterial cysteine desulfurases: their function and mechanisms. Applied microbiology and biotechnology 60, Pubmed: 12382038
- Kaiser JT, Bruno S, Clausen T, Huber R, Schiaretti F, Mozzarelli A, Kessler D (2003)Snapshots of the cystine lyase C-DES during catalysis. Studies in solution and in the crystalline state. The Journal of biological chemistry 278, Pubmed: 12386155
- Kurihara T, Mihara H, Kato S, Yoshimura T, Esaki N (2003)Assembly of iron-sulfur clusters mediated by cysteine desulfurases, IscS, CsdB and CSD, from Escherichia coli. Biochimica et biophysica acta 1647, Pubmed: 12686149
- Clausen T, Kaiser JT, Steegborn C, Huber R, Kessler D (2000)Crystal structure of the cystine C-S lyase from Synechocystis: stabilization of cysteine persulfide for FeS cluster biosynthesis. Proceedings of the National Academy of Sciences of the United States of America 97, Pubmed: 10760256
- Kambampati R, Lauhon CT (2000)Evidence for the transfer of sulfane sulfur from IscS to ThiI during the in vitro biosynthesis of 4-thiouridine in Escherichia coli tRNA. The Journal of biological chemistry 275, Pubmed: 10753862
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Synthesis Reference: |
Not Available |
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Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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External Links: |
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